Explore top 2026 4 Star Hotels in Jacksonville Historic District
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Top Jacksonville Historic District 4 Star hotels

Compass by Margaritaville in Medford
2399 S Pacific Hwy Medford OR
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $183 total per night from May 17 to May 18
$183 total
May 17 - May 18
Total with taxes and fees
A casino, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and ...
9.6/10 Exceptional! (1,022 reviews)
The staff was extremely friendly and helpful. Room was clean and comfortable. Had a Keurig in the room along with a refrigerator. Only complaint about the room was the shower. It dad one of those rainwater shower heads that make getting soap out of hair difficult. The breakfast was good with fresh ...
Reviewed on May 16, 2026

Hummingbird Estate Wine & Suites
1677 Old Stage Rd Central Point OR
$193 nightly
The price is $196 total per night from May 19 to May 20
$196 total
May 19 - May 20
Total with taxes and fees
A bar/lounge and a terrace are featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A garden, a lobby fireplace, and ...
9.6/10 Exceptional! (158 reviews)
What a gem! We came to visit family living locally. We arrived mid-week for a one night stay and we immediately regretted not booking at least one more night. We practically had the place to ourselves the morning we awoke, and it was delightful. We sat on the patio with our cups of coffee and a slice ...
Reviewed on May 9, 2026

McCall House Boutique Inn
153 Oak St Ashland OR
$300 nightly
The price is $335 total per night from May 17 to May 18
$335 total
May 17 - May 18
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A business center, ...
9.2/10 Wonderful! (594 reviews)
McCall House was a perfect place to stay for an overnight trip to Ashland. The location was perfect and easy walking distance to many restaurants. The property was very quite. The breakfast was delicious.
Reviewed on Apr 27, 2026

Arden Forest Inn
261 W Hersey St Ashland OR
$170 nightly
The price is $189 total per night from May 17 to May 18
$189 total
May 17 - May 18
Total with taxes and fees
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. WiFi in public areas is free. A terrace, a garden, and ...
9.8/10 Exceptional! (103 reviews)
Great location, very clean and quaint.
Reviewed on Nov 22, 2025

Paschal Winery
1122 Suncrest Rd Talent OR
$286 nightly
The price is $290 total per night from May 18 to May 19
$290 total
May 18 - May 19
Total with taxes and fees
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on offer.
9.8/10 Exceptional! (18 reviews)
Stunning scenery, great wine and food. Friendly, helpful people on site and the hot tub is blissfully perfect ❤️
Reviewed on Apr 21, 2026

Country Willows Inn and Estate
1313 Clay St Ashland OR
Fully refundableReserve now, pay when you stay
$282 nightly
The price is $286 total per night from May 17 to May 18
$286 total
May 17 - May 18
Total with taxes and fees
A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast ...
9.8/10 Exceptional! (37 reviews)
Excellent Breakfast Room and lovely breakfast Staff was perfect ....... Enjoyed the entire experience 😎
Reviewed on May 10, 2026

The Mountain Ave House by WanderLodges
78 N Mountain Ave Ashland OR
$304 nightly
The price is $339 total per night from May 20 to May 21
$339 total
May 20 - May 21
Total with taxes and fees
This vacation home features free WiFi in public areas, a garden, and laundry facilities. A virtual front desk are provided for your convenience.
10/10 Exceptional! (7 reviews)
This place was a 10/10! Made a big breakfast for my friends. Grocery store very close. I will be returning!
Reviewed on Sep 27, 2025

Barclay Klum House by WanderLodges
1023 E Main St Ashland OR
$249 nightly
The price is $277 total per night from May 17 to May 18
$277 total
May 17 - May 18
Total with taxes and fees
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and barbecue grills are also on ...
10/10 Exceptional! (8 reviews)
Excellent location for in Ashland Easy acces to all local areas and the beds were comfortable! Kitchen stocked with all dishes need to cook meals.
Reviewed on Mar 10, 2026

Hanna's House by WanderLodges
39 4th St Ashland OR
$188 nightly
The price is $210 total per night from May 25 to May 26
$210 total
May 25 - May 26
Total with taxes and fees
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. ...
10/10 Exceptional! (3 reviews)
Thoughtfully arranged and provisioned. A hidden gem.
Reviewed on Dec 14, 2025

Bybee's Historic Inn
883 Old Stage Road Central Point OR
Free self parking is available and the bed & breakfast's front desk is staffed around-the-clock. WiFi in public areas is free. A terrace, a garden, and a picnic ...
9.8/10 Exceptional! (10 reviews)
A Little Bit of History
We had a short but pleasant stay at this Inn. Due to Covid 19 we didn't get to experience the full scope of this Inn but after a long 2 days drive we were ready to relax. It's a wonderful Inn with a very friendly hostess.
Reviewed on Aug 20, 2020
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Recent Jacksonville Historic District hotel reviews by fellow wanderers

Stratford Inn
5 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Great place to stay in Ashland, close to a lot of places and right across the street from Safeway. I would stay here again."
A verified traveler stayed at Stratford Inn
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